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$130+ Cheap flights from New Windsor to Key West (SWF - EYW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — EYW
Mar 31 — Apr 71
Mon 3/31
Mon 4/7
1 adult, Economy
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Cheap flight deals from Stewart to Key West

Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to Key West (EYW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated March 26, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$247
(Mytrip)

One-way from

$130
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$461
Provider with most accurate pricing for New Windsor Stewart-Key West flight deals.
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Provider most trusted by Cheapflights users for New Windsor Stewart-Key West flights.
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From New Windsor Stewart to Key West
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One-way flight from New Windsor Stewart to Key West
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Highest demand for flights based on searches. 4% potential increase in price ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Find flight deals from Stewart to Key West

Cheapest flights from Stewart to Key West
Explore the most affordable flight options available from Stewart to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 26, 2025.

This Mytrip deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/18:04 pmSWF - EYW
1 stop12h 57mAllegiant Air
Thu 5/85:39 pmEYW - SWF
1 stop26h 10mAllegiant Air
Deal found 3/25$247
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/227:52 pmSWF - EYW
1 stop13h 53mBreeze Airways
Thu 6/269:57 amEYW - SWF
1 stop9h 15mBreeze Airways
Deal found 3/25$308
This Mytrip deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/3110:10 amSWF - EYW
2 stops30h 19mMultiple Airlines
Mon 4/75:06 pmEYW - SWF
1 stop16h 56mMultiple Airlines
Deal found 3/23$352

Cheapflights Fare Finder

Customize your flight search to find flights from Stewart to Key West that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 26, 2025.
Use the filters below to find and compare flights from New Windsor to Key West that are best for you.

Fly from

Stewart

Fly to

Key West

Route

Depart

Return

Price

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Thu 5/1

8:04 pm-9:01 am

1 stop12h 57m

Key West

Thu 5/8

5:39 pm-7:49 pm

1 stop26h 10m

$247

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Sun 6/22

7:52 pm-9:45 am

1 stop13h 53m

Key West

Thu 6/26

9:57 am-7:12 pm

1 stop9h 15m

$308

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Thu 5/8

5:53 pm-4:16 pm

3 stops22h 23m

Key West

Sun 5/11

5:39 pm-7:49 pm

1 stop26h 10m

$404

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Thu 5/15

7:28 pm-9:33 am

1 stop14h 05m

$226

New WindsorKey West

SWF - EYW

SWFEYW

New Windsor Stewart

Thu 5/15

12:06 pm-4:41 pm

3 stops28h 35m

$411

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/24

Compare providers for flights from Stewart to Key West

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Stewart to Key West in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on New Windsor-Key West flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on New Windsor-Key West flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from New Windsor-Key West flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on New Windsor-Key West flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for New Windsor-Key West flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Stewart to Key West

Have a flexible travel schedule? Discover the best time to fly to Key West from Stewart with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from New Windsor to Key West

What is the cheapest month to book a flight from New Windsor to Key West?

Currently, August is the cheapest month in which you can book a flight from New Windsor to Key West (average of $328). Flying from New Windsor to Key West in March is currently the most expensive (average of $495). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Rainfall in Key West by month

Plan your trip to Key West by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Key West ranges from 1.5 - 6.7 inches per month. September is typically the wettest month, when rainfall can reach 6.7 in. February is typically the driest time to visit Key West when rainfall is around 1.5 in.

Temperature in Key West by month

Plan your trip to Key West by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Key West, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 69.8 F).

Reviews of airlines servicing Key West

Get insights into the airlines that provide service to Key West. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Key West. Reviews last updated March 26, 2025.
Breeze Airways
8.0
Very good
156 reviews

Entertainment

6.6

Boarding

8.3

Comfort

8.2

Crew

8.8

Food

6.7

Overall

8.0

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.0
Very good
156 reviews
Breeze Airways
8.0
Very good
156 reviews

Entertainment

6.6

Boarding

8.3

Comfort

8.2

Crew

8.8

Food

6.7

Overall

8.0

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Allegiant Air
7.3
Good
730 reviews
Breeze Airways
8.0
Very good
156 reviews

Entertainment

6.6

Boarding

8.3

Comfort

8.2

Crew

8.8

Food

6.7

Overall

8.0

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Related info for your journey

Find useful and relevant information for your journey from Stewart to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find deals for flights from Stewart to Key West that include hotel bookings?

    Yes. In addition to deals on Stewart to Key West flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Stewart to Key West?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Stewart to Key West.

  • Can I find deals for business class flights from Stewart to Key West?

    Yes. Cheapflights offers flight deals from Stewart to Key West by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from New Windsor to Key West?

    Currently, August is the cheapest month in which you can book a flight from New Windsor to Key West (average of $328). Flying from New Windsor to Key West in March is currently the most expensive (average of $495). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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